N-Ethyl-3-nitropyridin-4-amine → 4-N-ethylpyridine-3,4-diamine

HRID 1817148Notes

Reaction equation

HRID 1817148 reaction equation
[CH2:1]([NH:3][C:4]1[CH:9]=[CH:8][N:7]=[CH:6][C:5]=1[N+:10]([O-])=O)[CH3:2]>C(O)C.[Pd]>[CH2:1]([NH:3][C:4]1[CH:9]=[CH:8][N:7]=[CH:6][C:5]=1[NH2:10])[CH3:2]

Participants

4

Reactant 1

HCID 21937597N-Ethyl-3-nitropyridin-4-amine

Product 1

HCID 120363924-N-ethylpyridine-3,4-diamineYield 94%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Ethyl-(3-nitropyridin-4-yl)amine (8.7 g, 52.0 mmol) in ethanol (150 ml) was hydrogenated for 18 hours in the presence of 10% palladium on carbon. After filtration of the catalyst through celite, the filtrate was concentrated in vacuo to afford the title compound (6.7 g, 94%).

Workup

  1. filtrationAfter filtration of the catalyst through celite
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-deec0302e37a4813932eacecd3306528
Source dataset
uspto-grants-2009_10
Patent number
US07598251B2

Reaction notes

Loading…